8-[(Tert-butylamino)methyl]-7-hydroxychromen-2-one | 1206724-79-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 8-[(Tert-butylamino)methyl]-7-hydroxychromen-2-one
• CAS: 1206724-79-9
• 化学式: C₁₄H₁₇NO₃
• 分子量: 247.294
• InChiKey: PARYAVNAXIRGTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  双(2-氯乙基)氨基磷酰二氯 、 8-[(Tert-butylamino)methyl]-7-hydroxychromen-2-one 、 三乙胺 以 四氢呋喃 为溶剂， 生成 8-[bis(2-chloroethyl)amino]-9-tert-butyl-8-oxo-10H-pyrano[2,3-f][1,3,2]benzoxazaphosphinin-2-one 、 三乙胺盐酸盐
  参考文献：
  名称：

  Synthesis of Novel Coumarin-7,8-cyclophosphoramide Analogs

  摘要：

  Coumarin-7,8-cyclophosphoramide derivatives were conveniently prepared by a facile method. 7-Hydroxycoumarin was aminomethylated regioselectively at the 8-C position using the Mannich reaction. The newly formed 8-(N-alkylaminomethyl) coumarins were then coupled with bis--chloroethyl dichlorophosphamide to form coumarin-7,8-cyclophosphoramide analogs. An efficient, highly regioselective method to synthesize coumarin-7,8-cyclophosphoramide derivatives is provided, and the approach has the merits of mild reaction conditions.

  DOI：

  10.1080/00397910903219369
• 作为产物：
  描述：

  聚合甲醛 、 7-羟基香豆素 、 叔丁胺 以 四氢呋喃 为溶剂， 生成 8-[(Tert-butylamino)methyl]-7-hydroxychromen-2-one
  参考文献：
  名称：

  Synthesis of Novel Coumarin-7,8-cyclophosphoramide Analogs

  摘要：

  Coumarin-7,8-cyclophosphoramide derivatives were conveniently prepared by a facile method. 7-Hydroxycoumarin was aminomethylated regioselectively at the 8-C position using the Mannich reaction. The newly formed 8-(N-alkylaminomethyl) coumarins were then coupled with bis--chloroethyl dichlorophosphamide to form coumarin-7,8-cyclophosphoramide analogs. An efficient, highly regioselective method to synthesize coumarin-7,8-cyclophosphoramide derivatives is provided, and the approach has the merits of mild reaction conditions.

  DOI：

  10.1080/00397910903219369

文献信息

• Synthesis of Novel Coumarin-7,8-cyclophosphoramide Analogs
  作者：Xiaolan Chen、Yadong Zhou、Lingbo Qu、Xiangqian Liu、Jinwei Yuan、Yufen Zhao

  DOI：10.1080/00397910903219369

  日期：2010.6.16

  Coumarin-7,8-cyclophosphoramide derivatives were conveniently prepared by a facile method. 7-Hydroxycoumarin was aminomethylated regioselectively at the 8-C position using the Mannich reaction. The newly formed 8-(N-alkylaminomethyl) coumarins were then coupled with bis--chloroethyl dichlorophosphamide to form coumarin-7,8-cyclophosphoramide analogs. An efficient, highly regioselective method to synthesize coumarin-7,8-cyclophosphoramide derivatives is provided, and the approach has the merits of mild reaction conditions.